Ruthenium-Catalyzed Cycloisomerization and Its Application to the Synthesis of (±)-Cinchonaminone

被引:10
|
作者
Ogawa, Takao [1 ]
Nakamura, Tomonori [2 ]
Araki, Takuya [2 ]
Yamamoto, Koujirou [2 ]
Shuto, Satoshi [1 ]
Arisawa, Mitsuhiro [1 ]
机构
[1] Hokkaido Univ, Fac Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 0600812, Japan
[2] Gunma Univ, Dept Clin Pharmacol, Grad Sch Med, Maebashi, Gunma 3718511, Japan
关键词
Heterocycles; Cyclization; Ruthenium; Natural products; Total synthesis; INDOLES; CARBOCYCLIZATIONS; CARBENE; ISOMERIZATION; REARRANGEMENT;
D O I
10.1002/ejoc.201200260
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ru-catalyzed cycloisomerization of a 1,3-diene and the alkene of an N-dienyl-2-vinylaniline substrate proceeded smoothly, leading to a 3-exomethylene-2-vinylindole derivative in good yield. This useful synthon was successfully applied to the total synthesis of (+/-)-cinchonaminone.
引用
收藏
页码:3084 / 3087
页数:4
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